HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(azidomethyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazole → (1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(azidomethyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazole | HCID 71272243 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methanamine | HCID 46739877 | 82% |
Reaction Steps
To a solution of 26 (1.0 g, 3.9 mmol) in MeOH (20 mL) was added 20% Pd—C (200 mg), and the mixture was stirred vigorously under H2 (1 atm.) atmosphere at RT for 18 h. The reaction mixture was filtered through a pad of Celite® and concentrated in vacuo to afford 740 mg (82%) (1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methanamine (28) as yellow oil, which was used into the next step without further purification: MS (ESI) m/z=232.2 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637537B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-df10de474b5a42d69930dab4cf9504c7 |
| Source note | uspto-grants-2014_01 |